On the face of it, Donald Sterling could be a very attractive life insurance candidate. The 80-year-old Sterling’s net worth is $1.9 billion while the Los Angeles Clippers are worth around $430 million by itself. The premium for his policy would probably be very high, leading to a huge case for a life insurance producer willing to take the risk.

However, do his more reprehensible qualities pose too many underwriting challenges? His many legal entanglements, involvement with prostitutes, and stress-induced maladies from a bitter marriage may just be too much.